PlantaeDB Logo
Login Sign-up

(1R,3aS,5aR,5bR,7aR,8R,11aR,11bR,13aR,13bR)-1-but-1-en-2-yl-5a,5b,8,11a-tetramethyl-3a-[(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-8-carboxylic acid

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

Top
Internal ID 0861b57a-ff94-4b8a-890c-47f7320b16a9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (1R,3aS,5aR,5bR,7aR,8R,11aR,11bR,13aR,13bR)-1-but-1-en-2-yl-5a,5b,8,11a-tetramethyl-3a-[(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-8-carboxylic acid
SMILES (Canonical) CCC(=C)C1CCC2(C1C3CCC4C5(CCCC(C5CCC4(C3(CC2)C)C)(C)C(=O)O)C)C(=O)OC6(C(C(C(C(O6)CO)O)O)O)O
SMILES (Isomeric) CCC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CCC[C@@]([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C(=O)O)C)C(=O)O[C@]6([C@H](C([C@@H](C(O6)CO)O)O)O)O
InChI InChI=1S/C37H58O10/c1-7-20(2)21-11-16-36(31(44)47-37(45)29(41)28(40)27(39)23(19-38)46-37)18-17-34(5)22(26(21)36)9-10-25-32(3)13-8-14-33(4,30(42)43)24(32)12-15-35(25,34)6/h21-29,38-41,45H,2,7-19H2,1,3-6H3,(H,42,43)/t21-,22+,23?,24+,25+,26+,27+,28?,29-,32-,33+,34+,35+,36-,37+/m0/s1
InChI Key BCQSGNWEENITCU-GOOQHNOJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C37H58O10
Molecular Weight 662.80 g/mol
Exact Mass 662.40299804 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP 6.70
Atomic LogP (AlogP) 4.15
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1R,3aS,5aR,5bR,7aR,8R,11aR,11bR,13aR,13bR)-1-but-1-en-2-yl-5a,5b,8,11a-tetramethyl-3a-[(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-8-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8853 88.53%
Caco-2 - 0.8412 84.12%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7644 76.44%
OATP2B1 inhibitior - 0.5755 57.55%
OATP1B1 inhibitior + 0.8301 83.01%
OATP1B3 inhibitior + 0.8948 89.48%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7276 72.76%
BSEP inhibitior - 0.6170 61.70%
P-glycoprotein inhibitior + 0.6897 68.97%
P-glycoprotein substrate - 0.5521 55.21%
CYP3A4 substrate + 0.7003 70.03%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8698 86.98%
CYP3A4 inhibition - 0.6274 62.74%
CYP2C9 inhibition - 0.8002 80.02%
CYP2C19 inhibition - 0.8054 80.54%
CYP2D6 inhibition - 0.9297 92.97%
CYP1A2 inhibition - 0.7881 78.81%
CYP2C8 inhibition + 0.7100 71.00%
CYP inhibitory promiscuity - 0.8037 80.37%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7039 70.39%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9204 92.04%
Skin irritation - 0.5329 53.29%
Skin corrosion - 0.9374 93.74%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7111 71.11%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.7248 72.48%
skin sensitisation - 0.9070 90.70%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7146 71.46%
Acute Oral Toxicity (c) III 0.5465 54.65%
Estrogen receptor binding + 0.7059 70.59%
Androgen receptor binding + 0.7678 76.78%
Thyroid receptor binding - 0.5552 55.52%
Glucocorticoid receptor binding + 0.6727 67.27%
Aromatase binding + 0.6847 68.47%
PPAR gamma + 0.6160 61.60%
Honey bee toxicity - 0.6948 69.48%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9934 99.34%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL4040 P28482 MAP kinase ERK2 97.20% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.23% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.28% 94.45%
CHEMBL2581 P07339 Cathepsin D 92.15% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.45% 92.94%
CHEMBL233 P35372 Mu opioid receptor 89.14% 97.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.01% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.00% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.38% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.80% 95.56%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.67% 91.24%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.22% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.62% 96.61%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.30% 97.25%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.00% 96.38%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.43% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.57% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.12% 93.56%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.67% 82.50%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 81.63% 92.86%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.92% 91.07%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.31% 92.62%
CHEMBL5255 O00206 Toll-like receptor 4 80.19% 92.50%

Plants that contains it

Top
Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

Top
PubChem 162921479
LOTUS LTS0044025
wikiData Q104923585